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Nuclear magnetic resonance and PCILO study of the side-chain conformations in m-anisaldehyde and 2,5-dimethoxybenzaldehyde

Publication ,  Journal Article
Natiello, MA; Contreras, RH; Facelli, JC; De Kowalewski, DG
Published in: Journal of Physical Chemistry
January 1, 1983

A meta effect on the methoxy-group conformation is studied from both an experimental and a theoretical point of view. Experimental NMR data show that, while in m-anisaldehyde (I) both side-chain groups undergo a restricted rotation, in 2,5-dimethoxybenzaldehyde (II) the methoxy group in ring position 5 is held fixed in a cis conformation with respect to the aldehyde group, which, in turn, presents a carbonyl cis conformation toward that methoxy group. PCILO calculations follow quite closely, in a qualitative sense, all observed trends. © 1983 American Chemical Society.

Duke Scholars

Published In

Journal of Physical Chemistry

DOI

ISSN

0022-3654

Publication Date

January 1, 1983

Volume

87

Issue

14

Start / End Page

2603 / 2607
 

Citation

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Chicago
ICMJE
MLA
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Natiello, M. A., Contreras, R. H., Facelli, J. C., & De Kowalewski, D. G. (1983). Nuclear magnetic resonance and PCILO study of the side-chain conformations in m-anisaldehyde and 2,5-dimethoxybenzaldehyde. Journal of Physical Chemistry, 87(14), 2603–2607. https://doi.org/10.1021/j100237a027
Natiello, M. A., R. H. Contreras, J. C. Facelli, and D. G. De Kowalewski. “Nuclear magnetic resonance and PCILO study of the side-chain conformations in m-anisaldehyde and 2,5-dimethoxybenzaldehyde.” Journal of Physical Chemistry 87, no. 14 (January 1, 1983): 2603–7. https://doi.org/10.1021/j100237a027.
Natiello MA, Contreras RH, Facelli JC, De Kowalewski DG. Nuclear magnetic resonance and PCILO study of the side-chain conformations in m-anisaldehyde and 2,5-dimethoxybenzaldehyde. Journal of Physical Chemistry. 1983 Jan 1;87(14):2603–7.
Natiello, M. A., et al. “Nuclear magnetic resonance and PCILO study of the side-chain conformations in m-anisaldehyde and 2,5-dimethoxybenzaldehyde.” Journal of Physical Chemistry, vol. 87, no. 14, Jan. 1983, pp. 2603–07. Scopus, doi:10.1021/j100237a027.
Natiello MA, Contreras RH, Facelli JC, De Kowalewski DG. Nuclear magnetic resonance and PCILO study of the side-chain conformations in m-anisaldehyde and 2,5-dimethoxybenzaldehyde. Journal of Physical Chemistry. 1983 Jan 1;87(14):2603–2607.

Published In

Journal of Physical Chemistry

DOI

ISSN

0022-3654

Publication Date

January 1, 1983

Volume

87

Issue

14

Start / End Page

2603 / 2607